5. Round | 28/08/2021 | FK Bregalnica Štip | - | Akademija Pandev | 3:2 | ||||
18. Round | 11/12/2021 | GFK Tikvesh | - | FK Bregalnica Štip | 1:3 | ||||
22. Round | 09/03/2022 | FK Bregalnica Štip | - | FK Pelister | 2:1 | ||||
23. Round | 13/03/2022 | FK Bregalnica Štip | - | FK Borec | 3:0 | ||||
24. Round | 19/03/2022 | FK Pelister | - | FK Bregalnica Štip | 2:0 | ||||
26. Round | 06/04/2022 | FK Bregalnica Štip | - | FK Rabotnički | 0:3 |